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Research Article | Open Access

Isosteric design of friction-reduction and anti-wear lubricant additives with less sulfur content

Xinlei GAO1( ), Denghui LIU1, Ze SONG1, Kang DAI2
 School of Chemical and Environmental Engineering, Wuhan Polytechnic University, Wuhan 430023, China
 College of Pharmacy, South-Central University for Nationalities, Wuhan 430074, China
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Abstract

To reduce harmful sulfur content in lubricant additives, making use of isosterism has been shown to be an effective strategy. When thiobenzothiazole compounds were used as templates, the exchange of sulfur atoms in the thiazole ring with oxygen atoms and NH groups produced twelve isosteres. Similarly, 2-benzothiazole- S-carboxylic acid esters were used as template molecules to produce six isosteres. About 30% of the isosteres exhibited a satisfactory deviation of ±5% relative to the template, ignoring the specific changes in the base oils, the differences in molecular structure, and the friction or wear properties. The template molecules and isosteres in triisodecyl trimellitate exhibited better tribological properties than in trimethylolpropane trioleate or bis(2- ethylhexyl) adipate. Comparative molecular field analysis (CoMFA)- and comparative molecular similarity index analysis (CoMSIA)-quantitative structure tribo-ability relationship (QSTR) models were employed to study the correlation of molecular structures between the base oils and additives. The models indicate that the higher the structural similarities of the base oils and additives are, the more synergetic the molecular force fields of the lubricating system are; the molecular force fields creating synergistic effects will improve tribological performance.

Keywords

quantitative structure tribo-ability relationshipisosterismfriction-reduction and anti-wear lubricant additivescomparative molecular field analysiscomparative molecular similarity index analysisless sulfur content

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Friction
Volume 6 Issue 2,
June 2018
Pages 164-182
DOI: 10.1007/s40544-017-0162-x
Cite this article:
GAO X, LIU D, SONG Z, et al. Isosteric design of friction-reduction and anti-wear lubricant additives with less sulfur content. Friction, 2018, 6(2): 164-182. https://doi.org/10.1007/s40544-017-0162-x

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Received: 18 January 2017
Revised: 15 March 2017
Accepted: 10 April 2017
Published: 25 July 2017
© The author(s) 2017

This article is published with open access at Springerlink.com

Open Access: The articles published in this journal are distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.
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